Num 10:29 And Moses said to Hobab the son of Reuel the Midianite, Moses’ father-in-law, “We are setting out for the place of which Yahveh said, ‘I will give it to you.’ Come with us, and we will do good to you, because Yahveh has promised good to Israel.”
Num 10:30 But he said to him, “I will not go. I will depart to my own land and to my kindred.”
Num 10:31 And he said, “Please do not leave us, because you know where we should camp in the wilderness, and you will serve as eyes for us.
Num 10:32 And if you do go with us, whatever good Yahveh will do to us, the same will we do to you.”
Num 10:33 So they set out from the mount of Yahveh three days’ journey. And the ark of the covenant of Yahveh went before them three days’ journey, to seek out a resting place for them.
Num 10:34 And the cloud of Yahveh was over them by day, whenever they set out from the camp.
Num 10:35 And whenever the ark set out, Moses said, “Arise, O Yahveh, and let your enemies be scattered, and let those who hate you run away before you.”
Num 10:36 And when it rested, he said, “Return, O Yahveh, to the ten thousand thousands of Israel.”

passing on the blessing

How did Moses know that Hobab would experience blessing just by accompanying the Israelites on their journey? For that matter, how could he be confident that the Israelites would receive good from the LORD, to pass on to Hobab’s family?

God had made a commitment to their ancestor — a man he named Abraham. If Abraham obeyed God and went where he told him to go, he would be blessed. He was responsible to pass on that blessing to the nations he passed through.